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Bioorg Med Chem


Title:"(3E,8Z,11Z)-3,8,11-tetradecatrienyl acetate, major sex pheromone component of the tomato pest Scrobipalpuloides absoluta (Lepidoptera: Gelechiidae)"
Author(s):Attygalle AB; Jham GN; Svatos A; Frighetto RT; Ferrara FA; Vilela EF; Uchoa-Fernandes MA; Meinwald J;
Address:"Baker Laboratory, Department of Chemistry, Cornell University, Ithaca, NY 14853, USA"
Journal Title:Bioorg Med Chem
Year:1996
Volume:4
Issue:3
Page Number:305 - 314
DOI: 10.1016/0968-0896(96)00007-7
ISSN/ISBN:0968-0896 (Print) 0968-0896 (Linking)
Abstract:"The major sex attractant emitted by Scrobipalpuloides absoluta females is shown to be (3E,8Z,11Z)-3,8,11-tetradecatrien-1-yl acetate by a novel strategy involving the random reduction of double bonds, followed by methylthiolation of the reduced products. Each female sex gland contains ca. 1-5 ng of this pheromone. This triene ester, synthesized by a stereospecific procedure, shows spectral and gas chromatographic properties identical to those of the natural substance. In field tests and wind tunnel bioassays, the synthetic ester was found to be highly attractive to conspecific males. The male response to this pheromone, however, is restricted to the same early-morning time window during which females exhibit calling behavior"
Keywords:"Acetates/*chemistry/pharmacology Animals Fatty Alcohols/*chemistry/pharmacology Female Gas Chromatography-Mass Spectrometry Lepidoptera/*chemistry Magnetic Resonance Spectroscopy Male Sex Attractants/*chemistry/pharmacology Spectrophotometry, Infrared Ste;"
Notes:"MedlineAttygalle, A B Jham, G N Svatos, A Frighetto, R T Ferrara, F A Vilela, E F Uchoa-Fernandes, M A Meinwald, J eng Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. England 1996/03/01 Bioorg Med Chem. 1996 Mar; 4(3):305-14. doi: 10.1016/0968-0896(96)00007-7"

 
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